US3668255A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for alkylation of aliphatic ketones and product
Assignee: Syensqo USA LLC
•
Filing: 1967-10-31
•
Granted: 1972-06-06
•
Expires: 1987-10-31
Abstract
Abstract A process is provided for the alkylation of aliphatic ketones having an alpha hydrogen, substitution occurring on the carbon alpha to the carbonyl group, by use of solid alkali in the presence of an organic amine and/or ammonia as a catalyst. Alkenyl highly branched ketones having a pleasant odor also are provided, useful in the formulation of perfumes and perfume bases.
Inventors
- 👤 Walter C Meuly
- 👤 Peter S Gradeff
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 10:25
CPC Classifications
C; C11; C11B; C11B9/00; C07; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/68
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
89 words
R1, R2, R3 and R4 are selected from the group consisting of hydrogen, straight and branched chain alkyl groups having from one to about five carbon atoms, and alkylene groups having from two to three carbon atoms wherein two of R1 and R3 or R2 and R4 are taken together to form a ring including the group, the total number of carbon atoms in R1, R2, R3 and R4 being from two to about six, and R1, R2 and R3 are hydrogen, R4 has at least three carbon atoms.
Claim 2
Dependent Claim
13 words
A process in accordance with claim 1, in which the catalyst is ammonia.
Claim 3
Dependent Claim
15 words
A process in accordance with claim 1, in which the catalyst is an organic amine.
Claim 4
Dependent Claim
15 words
A process in accordance with claim 1, in which the ketone has the formula: wherein:
Claim 5
Dependent Claim
37 words
A process in accordance with claim 1, wherein said ketone is unsymmetrical and contains one active hydrogen on each of the two carbon atoms adjacent to the carbonyl group and a mixture of monosubstitution products is obtained.
Claim 6
Dependent Claim
60 words
A process in accordance with claim 1, wherein the molar ratio of said ketone to said alkylating agent is between 1:1 and 20:1, the ratio of alkali metal hydroxide to said alkylating agent is between 1:1 and 1:2, and the ratio of said nitrogen compound to said alkylating agent is between 0.0,003:1 and 1:1, and a monoalkylated product is obtained.
Claim 7
Dependent Claim
64 words
A process in accordance with claim 1, wherein said ketone contains more than one active hydrogen in the two positions alpha to its carbonyl group, and the molar ratio of said ketone to said alkylating agent is between 1:2 and 1:5, the molar proportion of said alkali metal hydroxide corresponds to the molar proportion of said alkylating agent, and a polyalkylated product is obtained.
References Cited (Backward Citations)
US2795617A
Cited
US3114772A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-06-06 | 1975-12-06 | 1976-06-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-06 | 1979-12-06 | 1980-06-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-06 | 1983-12-06 | 1984-06-06 | $7700.00 | Window Closed / Lapsed |